Dimethyl substituted oxymethyl cyclohexane derivatives for their insect repellency properties

ABSTRACT

Described is a method for repelling insects by use of oxymethyl cyclohexane derivatives of the structure ##STR1## wherein Z is methylene; n is 0 or 1; each of the wavy lines represents a carbon-carbon single bond or no bond; the dashed line represents a carbon-carbon double bond or a carbon-carbon single bond; each of R 2 , R 5 , R 6 , R 7  and R 8  are the same or different and each represents hydrogen or methyl; and R 1  represents hydrogen, acetyl or ethoxycarbonyl with the provisos: 
     (i) that n is 1 and each of the wavy lines represents a carbon-carbon single bond when R 1 , R 2 , and R 6 , are each hydrogen, R 5 , R 7  and R 8  are each methyl and the dashed line is a carbon-carbon single bond; 
     (ii) n is 0 and each of the wavy lines represents no bond when R 5  and R 7  are each hydrogen and R 6  and R 8  are each methyl; 
     (iii) R 2  is methyl only when R 1  is ethoxycarbonyl; and 
     (iv) the dashed line is a carbon-carbon single bond only when R 1  is hydrogen.

RELATED CO-PENDING PATENT APPLICATIONS

This is a Divisional of application Ser. No. 08/496,124, now U.S. Pat.No. 5,576,010, filed on Jun. 27, 1995 which is a Continuation-in-Part ofapplication, Ser. No. 08/253,244 filed on Jun. 2, 1994, now U.S. Pat.No. 5,472,701 issued on Dec. 5, 1995, which, in turn, is a StreamlineDivisional of application for U.S. Letters Pat. Ser. No. 08/061,044filed on May 14, 1993, now U.S. Letters Patent No. 5,464,626 issued onNov. 7, 1995.

BACKGROUND OF THE INVENTION

This invention relates to the use of dimethyl substituted oxymethylcyclohexane derivatives defined according to the generic structure:##STR2## wherein Z is methylene; n is 0 or 1; each of the wavy linesrepresents a carbon--carbon single bond or no bond; the dashed linerepresents a carbon--carbon double bond or a carbon--carbon single bond;each of R₂, R₅, R₆, R₇ and R₈ are the same or different and eachrepresents hydrogen or methyl; and R₁ represents hydrogen, acetyl orethoxycarbonyl with the provisos:

(i) that n is 1 and each of the wavy lines represents a carbon-carbonsingle bond when R₁, R₂, and R₆, are each hydrogen, R₅, R₇ and R₈ areeach methyl and the dashed line is a carbon-carbon single bond;

(ii) n is 0 and each of the wavy lines represents no bond when R₅ and R₇are each hydrogen and R₆ and R₈ are each methyl;

(iii) R₂ is methyl only when R₁ is ethoxycarbonyl; and

(iv) the dashed line is a carbon-carbon single bond only when R₁ ishydrogen.

This invention also relates to the use of such compounds andcompositions of matter in insect repellent soaps and the like whereinthe compositions of matter are used as such or in combination in controlrelease systems with polymers such as biodegradable polymers.

The prior art discloses a vast number of floral type fragrance materialsuseful in perfumery. However, such floral type materials in manyinstances are attractants rather than repellents for various insectsincluding the wide variety of mosquitoes which proliferate in temperate,subtropical and tropical zones as well as the wide variety of flies(e.g., Musca domestica L. (Diptera:Muscidae)) which proliferate in thetemperate and cooler climate zones.

The dimethyl substituted oxymethyl cyclohexane derivatives of ourinvention which are repellents have aesthetically pleasing aromas asdisclosed, for example, in U.S. Letters Pat. No. 5,098,886 issued Mar.24, 1992; U.S. Letters Pat. No. 5,100,872 issued on Mar. 31, 1992, U.S.Letters Pat. No. 4,289,146 issued on Sep. 15, 1981; and U.S. LettersPat. No. 4,321,164 issued on Mar. 23, 1982, the specifications for whichare incorporated herein by reference.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1A is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness of repellency of air, FLORALOL having the structure:##STR3## and ISOCYCLOGERANIOL having the structure: ##STR4## The graphsare based on experiments run for a period of one hour with six intervalsof ten minutes each using as the insect to be tested the mosquito, Aedesaegypti. The results are tabulated in Table I(A), infra.

FIG. 1B is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, FLORALOL having the structure:##STR5## and ISOCYCLOGERANIOL having the structure: ##STR6## The graphsare based on experiments run for a period of six hours with sixintervals of one hour each using as the insect to be tested themosquito, Aedes aegypti. The results are tabulated in Table I(B), infra.

FIG. 2A is a series of graphs depicted in three dimensions (in/rectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, ISOCYCLOGERANIOL having thestructure: ##STR7## FLORALATE having the structure: ##STR8## andDIHYDROFLORALOL having the structure: ##STR9## The graphs are based onexperiments run for a period of one hour with six intervals of tenminutes each using as the insect to be tested the mosquito, Aedesaegypti. The results are tabulated in Table II(A), infra.

FIG. 2B is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, ISOCYCLOGERANIOL having thestructure: ##STR10## FLORALATE having the structure: ##STR11## andDIHYDROFLORALOL having the structure: ##STR12## The graphs are based onexperiments run for a period of 18 hours with six intervals of 3 hourseach using as the insect to be tested the mosquito, Aedes aegypti. Theresults are tabulated in Table II(A), infra.

FIG. 3, is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air and DIHYDROFLORALOL having thestructure: ##STR13## The graphs are based on experiments run for aperiod of one hour with six intervals of ten minutes each using as theinsect to be tested the horn fly, Haematobia irritans L.! The resultsare tabulated in Table III, infra.

FIG. 4 is a series of graphs depicted in three dimensions (i arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, ISOCYCLOGERANIOL having thestructure: ##STR14## FLORALATE having the structure: ##STR15## andFLORALOL having the structure: ##STR16## The graphs are based onexperiments run for a period of one hour with six intervals of tenminutes each using as the insect to be tested the horn fly, Haematobiairritans L.! The results are, tabulated in Table IV, infra.

FIG. 5 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, CAMEKOL DH having the structure:##STR17## FLORALOL having the structure: ##STR18## and DIHYDROFLORALOLhaving the structure: ##STR19## The graphs are based on experiments runfor a period of one hour with six intervals of ten minutes each usingthe insect to be tested the horn fly, Haematobia irritans L.! Theresults are tabulated in Table V, infra.

FIG. 6 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, FLORALATE having the structure:##STR20## and DIHYDROFLORALOL having the structure: ##STR21## The graphsare based on experiments run for a period of one hour with six intervalsof ten minutes each using the insect to be tested the housefly, Muscadomestica L. (Diptera:Muscidae). The results are tabulated in Table VI,infra.

FIG. 7 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air and FLORALOL having the structure:##STR22## The graphs are based on experiments run for a period of onehour with six intervals of ten minutes each using as the insect to betested the housefly, Musca domestics L. (Diptera:Muscidae). The resultsare tabulated in Table VII, infra.

FIG. 8A is a bar graph showing the mean number of insects attracted (onthe "Y" axis) versus the treatment substance (on the "X" axis) using thesemiochemical field trap of FIG. 21 with six ports and three infraredlight emitting diodes, showing treatment with:

(i) a 50:50 mixture of air and CO₂ ;

(ii) CAMEKOL DH having the structure: ##STR23## (iii) ISOCYCLOGERANIOLhaving the structure: ##STR24## The insects measured using the apparatusof FIG. 21 are as follows: Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp.

FIG. 8B is a bar graph showing the mean number of insects (on the "Y"axis) trapped versus treatment substance (on the "X" axis) using thesemiochemical field trap of FIG. 21 having six ports with three infraredlight emitting diodes. The treatment substances used are:

(i) a 50:50 mixture of air and CO₂ ;

(ii) DIHYDROFLORALOL having the structure: ##STR25## (iii)ISOCYCLOGERANIOL having the structure: ##STR26## (iv) thecompound,having the structure: ##STR27## (v) the compound having thestructure: ##STR28## The insects measured as to attractiveness orrepellency are as follows: Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp.

FIG. 8C is a bar graph showing the mean number of insects attracted (onthe "Y" axis) versus treatment substance (on the "X" axis) using thesemiochemical field trap of FIG. 21 (described, infra) using treatmentsubstances:

(i) a 50:50 mixture of air and CO₂ ;

(ii) FLORALOL having the structure: ##STR29## (iii) FLORALATE having thestructure: ##STR30## The attractancy or repellency is measured for thefollowing insect species:

Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp..

FIG. 9 is a cutaway side elevation schematic diagram of a screw extruderduring the compounding of a resin with insect attractants or repellentsincluding the dimethyl substituted oxymethyl cyclohexane derivatives ofour invention, while simultaneously adding foaming agent into the hollowportion of the barrel of the extruder and incorporates the pelletizingapparatus used in the pelletizing of the extruded foamed tow productproduced as a result of the extrusion operation.

FIG. 10 is a cutaway side elevation view of the base section of theolfactometer apparatus of U.S. Letters Pat. No. 5,134,892 thespecification for which is incorporated by reference herein, used incarrying out the testing of the attractants or repellents of ourinvention indicating in schematic block flow diagram the utilization ofcomputer-assisted efficacy measuring apparatus; but showing only an airsupply entry into the side ports of the olfactometer apparatus with thetreatment agent being contained in a control release matrix upstreamfrom the air supply source.

FIG. 11 is a perspective view of an ellipsoidally-shaped detergenttablet containing a solid core which includes fused foamed polymericparticles which contain insect repellents which are one of the repellingdimethyl substituted oxymethyl cyclohexane derivative-containingcompositions of our invention and, if desired, also containing anadditional polymer, e.g., polyethylene. The polymer particles may, ifdesired, also contain additional aromatizing agents.

FIG. 12 is the top view of the ellipsoidally-shaped detergent tablet ofFIG. 11.

FIG. 13 is a cutaway front view of the ellipsoidally-shaped detergenttablet of FIG. 11 in the direction of the arrows in FIG. 12.

FIG. 14 is a side view of the ellipsoidally-shaped detergent tablet ofFIG. 11.

FIG. 15 is a perspective view of a rectangular parallelepiped-shapeddetergent tablet containing a rectangular parallelepiped-shaped corecomprising a major proportion of fused foamed polymeric particles whichcontain insect repellents (e.g., one of the repelling dimethylsubstituted oxymethyl cyclohexane derivative-containing compositions ofour invention) and may or may not be additionally aromatized and, ifdesired, an additional polymer which may or may not contain insectrepellent compositions and which may or may not be additionallyaromatized.

FIG. 16 is top view of the rectangular parallelepiped-shaped detergenttablet of FIG. 15.

FIG. 17 is a cutaway front view of the rectangular parallelepiped-shapedtablet of FIG. 15 looking in the direction of the arrows in FIG. 16.

FIG. 18 is a perspective view of an ellipsoidally-shaped detergenttablet containing a hollow insect repellent agent (and, if desired, anadditional aromatizing agent) containing core which includes fusedfoamed polymeric particles containing insect repellent and, if desired,additional aromatizing agent or, in the alternative, a hollow core offused foamed polymer wherein the insect repellent which is also an aromaimparting agent (and, if desired, an additional aroma imparting agent)is in the solid polymer and not in the void of the plastic core.

FIG. 19 is a top view of the ellipsoidally-shaped detergent tablet ofFIG. 18. FIG. 20 is a front cutaway view of the ellipsoidally-shapeddetergent tablet of FIG. 18 looking in the direction of the arrows inFIG. 19, the core thereof being hollow and either containing an insectrepellent material of our invention (and, if desired, an additionalaroma imparting liquid) or, in the alternative, being a hollow corewherein the insect repellent material of our invention (and, if desired,the additional aroma imparting material) is in the solid fused foamedpolymeric particles which make up the core and wherein the void does notcontain anything.

FIG. 21 is a perspective view of the semiochemical field trap fortesting the attractiveness or repellency for blood feeding arthropodsusing the dimethyl substituted oxymethyl cyclohexanederivative-containing repellency composition of our invention or theattractant of our invention which is the compound having the structure:##STR31##

The semiochemical field trap is described in detail in U.S. Letters Pat.No. 5,228,233 issued on Jul. 20, 1993 the specification for which isincorporated herein by reference.

FIG. 22 is a bar graph showing the mean number of feeding contacts (onthe "Y" axis) versus the particular treatment substance (on the "X"axis) for air, FLORALATE having the structure: ##STR32## and geranialhaving the structure: ##STR33## for a mean feeding contact time of onehour.

FIG. 23 is a bar graph showing the mean number of feeding contacts (onthe "Y" axis) versus the particular treatment substance (on the "X"axis) for air, FLORALATE having the structure: ##STR34## and geranialhaving the structure: ##STR35## for a mean 2-6 hour feeding contacttime.

SUMMARY OF THE INVENTION

This invention relates to the use of dimethyl substituted oxymethylcyclohexane derivatives defined according to the structure: ##STR36##wherein Z is methylene; n is 0 or 1; each of the wavy lines represents acarbon-carbon single bond or no bond; the dashed line represents acarbon-carbon double bond or a carbon-carbon single bond; each of R₂,R₅, R₆, R₇ and R₈ are the same or different and each represents hydrogenor methyl; and R₁ represents hydrogen, acetyl or ethoxycarbonyl with theprovisos:

(i) that n is 1 and each of the wavy lines represents a carbon-carbonsingle bond when R₁, R₂, and R₆ are each hydrogen, R₅, R₇ and R₈ areeach methyl and the dashed line is a carbon--carbon single bond;

(ii) n is 0 and each of the wavy lines represents no bond when R₅ and R₇are each hydrogen and R₆ and R₈ are each methyl;

(iii) R₂ is methyl only when R₁ is ethoxycarbonyl; and

(iv) the dashed line is a carbon-carbon single bond only when R₁ ishydrogen

as insect repellents against houseflies (Musca domestica L.(Diptera:Muscidae)), mosquitoes including those set forth on thefollowing species list:

Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp.

and the horn fly, Haematobia irritans L.!.

Specific examples of the dimethyl substituted oxymethyl cyclohexanederivatives useful in the practice of our invention are those having thefollowing structures: ##STR37##

Our invention also relates to the use of the foregoing insect repellentcompositions in personal soap compositions, for example, the insectrepellent soap composition described in U.S. Letters Pat. No. 4,707,496issued on Nov. 17, 1987 the specification for which is incorporated byreference herein. Thus, in applying the teachings of U.S. Letters Pat.No. 4,707,496 to our invention, a topical insect repellent soapcomposition and a method of protection using such a composition isdescribed where the insect repellent soap composition comprises:

(i) from 63.0 up to 99.5% by weight of a soap mixture containing from4.1 up to 7% by weight of a soap of caprylic acid, from 3.8 up to 7% ofa soap of capric acid, from 32.1 up to 45% of a soap of lauric acid,from 12 up to 17.5% by weight of a soap of myristic acid, from 5.0 up to10% by weight of a soap of palmitic acid, from 1.6 up to 3% by weight ofa soap of stearic acid, from 3.5 up to 5% by weight of a soap of oleicacid and from 0.9 up to 5% by weight of a soap of linoleic acid;

(ii) from 0.1 up to 2% by weight of C₈ -C₁₈ straight chain fatty acids;

(iii) from 10 up to 30% by weight of one of the dimethyl substitutedoxymethyl cyclohexane derivative-containing compositions of ourinvention as set forth, supra; and

(iv) from 0.2 up to 5% by weight of an effective residual insecticide asdescribed in U.S. Letters Pat. No. 4,707,496.

Other insect repellent soaps can be produced by adding an appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcomposition of our invention to one or more of the compositionsdescribed and claimed in U.S. Letters Pat. No. 4,453,909 issued on Jun.12, 1984 and U.S. Letters Pat. No. 4,438,010 the specifications forwhich are incorporated by reference herein. Described in said U.S.Letters Pat. No. 4,453,909 and U.S. Letters Pat. No. 4,438,010 is aprocess for making a tablet of soap containing a perfume-containingcore, hollow or solid fabricated from a hard plastic material eitherthermosetting or thermoplastic. The soap from the resulting compositetablet is usable until the core is washed clean and contains functionalingredients, e.g., the repellents described, supra, and, optionally, anaromatizing agent until the core is washed clean. This obviates thewastage of soap which normally occurs as a conventional soap tabletbecomes very thin on use and at the same time gives rise to acontinuously functional ingredient containing soap (e.g., a repellentand optionally aromatizing agent) tablet. Thus, this invention alsorelates to detergent bars having a plastic core containing anappropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition and, optionally, an additionalperfume. More particularly, this invention relates to detergent barsintended for conventional toilet soap uses either as hand soaps or bathor shower soaps which are elastic or inelastic in nature but whichcontain a solid plastic core containing insect repellent and,optionally, perfume, giving them unique properties which alleviatewastage thereof and causes the environment surrounding the soap on usethereof to be both insect repellent and, optionally, aromatized in anaesthetically pleasing manner.

Yet another aspect of our invention relates to the use of the dimethylsubstituted oxymethyl cyclohexane derivative-containing repellents ofour invention taken further in combination with N-(methyltoluyl)-methylpiperidines defined according to the structure: ##STR38##as described in U.S. Letters Pat. No. 3,463,855 issued on Aug. 26, 1969the specification for which is incorporated by reference herein. Thecompounds defined according to the structure: ##STR39## include:N-(meta-toluyl)-2-methylpiperidine;

N-(meta-toluyl)-3-methylpiperidine; and

N-(meta-toluyl)-4-methylpiperidine.

The proportions of compounds defined according to the structure:##STR40## to the appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition described, supra, are between 1 partN-(meta-toluyl) methylpiperidine:99 parts appropriate dimethylsubstituted oxymethyl cyclohexane derivative-containing composition ofour invention down to 99 parts appropriate dimethyl substitutedoxymethyl cyclohexane derivative-containing composition of ourinvention:1 part N-(meta-toluyl)-methylpiperidines.

In addition, the compositions of our invention useful in repellinginsects can also contain 1-nonen-3-ol described and claimed in U.S.Letters Pat. Nos. 4,693,890 and 4,759,228 issued on Jul. 26, 1988 thespecifications for which are incorporated by reference herein. The ratioof 1-nonen-3-ol:appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition of our invention useful in repellentcompositions may vary from about 1 part 1-nonen-3-ol:99 partsappropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition of our invention down to 99 parts1-nonen-3-ol:1 parts appropriate dimethyl substituted oxymethylcyclohexane derivative-containing composition of our invention.

In addition to the soap fabrication, another aspect of our inventionrelates to the formation of repelling articles containing theappropriate dimethyl; substituted oxymethyl cyclohexanederivative-containing compositions of our invention, that is, articlesuseful for repelling houseflies (Musca domestica L. (Diptera:Muscidae))or the mosquitoes (Aedes aegypti) or other insect species:

Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp.

or the horn fly (Haematobia irritans L.!) in combination with compatiblepolymers which may or may not be biodegradable (for example, highdensity polyethylene or low density polyethylene, or biodegradablepolymers such as biodegradable thermoplastic polyurethanes as disclosedin Japan Kokai Tokyo Koho 92/13710 (abstracted at Chemical Abstracts,Volume 116:236397z), biodegradable ethylene polymers having esterlinkages in the main chain such as that disclosed by Japan Kokai TokyoKoho 92/50224 (abstracted at Chemical Abstracts, Volume 116:126397z);biodegradable ethylene polymers disclosed by Japan Kokai Tokyo Koho92/50225 (abstracted at Chemical Abstracts, Volume 116:126398a; andpoly(epsilon caprolactone) homopolymers and compositions containing sameas disclosed in U.S. Letter Pat. Nos. 4,496,467; Nos. 4,469,613 and4,548,764 the specifications for which are incorporated herein byreference. Thus, another aspect of our invention provides a process forforming appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing compositions containing polymeric particles suchas foamed polymeric pellets which include a relatively highconcentration of the appropriate dimethyl substituted oxymethylcyclohexane derivative-containing compositions of our invention asdefined, supra.

Thus, another aspect of our invention relates to the formation ofappropriate dimethyl substituted oxymethyl cyclohexanederivative-containing polymeric pellets by means of introduction into asingle or twin screw extruder, in series, a thermoplastic polymerfollowed by the appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition of our invention which is compatiblewith the thermoplastic polymer, in turn (optionally), followed byintroduction of a gaseous blowing agent or blowing agent which willproduce a gas which is inert to the polymer and to the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcomposition previously introduced into the extruder.

The advantage of using a foamed polymeric particle are multiple, to wit:

(i) improved handling;

(ii) greater retention of the appropriate dimethyl substituted oxymethylcyclohexane derivative-containing composition when not in use; and

(iii) greater length of time during which the release of the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcomposition of our invention from the polymer is at "steady state" or "0order".

The nature of the extruder utilized in the process of our invention toform the appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition-containing polymer particles of ourinvention may be either single screw or double screw. Thus, the types ofextruder that can be used are disclosed at pages 246-267 and 332-349 ofthe Modern Plastics Encyclopedia, 1982-1983, published by theMcGraw-Hill Publishing Company, the disclosure of which is incorporatedby reference herein. More specifically, examples of extruders which areusable in carrying out one or more of the processes of our invention(with modification for introduction of the appropriate dimethylsubstituted oxymethyl cyclohexane derivative-containing compositions ofour invention) downstream from the introduction of the polymer and withfurther modification that the gaseous blowing agent is introduced stillfurther downstream from the point of introduction of the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcompositions of our invention are as follows:

1. The Welex "Super Twinch" 3.5 inch extruder manufactured by WelexIncorporated, 850 Jolly Road, Blue Bell, Pa. 19422;

2. Krauss-Maffei twin screw extruder manufactured by the Krauss-MaffeiCorporation/Extruder Division, 3629 West 30th Street South, Wichita,Kans. 67277;

3. Modified Sterling Model 4000 and 5000 series extruder manufactured bySterling Extruder Corporation of 901 Durham Avenue, South Plainfield,N.J.;

4. CRT ("Counter-Rotating Tangential") Twin Screw Extruder manufacturedby Welding Engineers, Inc. of King of Prussia, Pa. 19406;

5. The Leistritz Twin Screw Dispersion Compounder manufactured by theAmerican Leistritz Extruder Corporation of 198 U.S. Route 206 South,Somerville, N.J. 08876;

6. The ZSK Twin Screw Co-Rotating Extruder manufactured by the Werner &Pfleiderer Corporation of 663 East Crescent Avenue, Ramsey, N.J. 07446;

7. The Farrel Extruder manufactured by Farrel Connecticut Division,Emhart Machinery Group, Ansonia, Conn. 06401;

8. The MPC/V Baker Perkins Twin Screw Extruder manufactured by the BakerPerkins Inc. Chemical Machinery Division of Saginaw, Mich. 48601; and

9. The Berstorff single screw, twin screw or foam extrusion equipmentmanufactured by Berstorff Corporation, P.O. Box 240357, 8200-A ArrowingBoulevard, Charlotte, N.C. 28224.

In producing the appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition-containing polymer particles of ourinvention, various polymers may be utilized, for example, low densitypolyethylene, high density polyethylene, polypropylene, the copolymer ofethylene and vinyl acetate, and polyvinyl chloride. More specifically,the polymers used in the practice of our invention may be copolymers ofethylene and a polar vinyl monomer selected from (a) vinyl acetate; (b)ethyl acrylate; (c) methyl acrylate; (d) butyl acrylate; and (e) acrylicacid including the hydrolyzed copolymer of ethylene and vinyl acetate.Preferred copolymers are ethylene/vinyl acetate with about 9 to 60%vinyl acetate and ethylene/ethyl acrylate with about 6 to 18% ethylacrylate.

Resins of the type disclosed for use as copolymers are commerciallyavailable in the molding powder form; for example, ethylene vinylacetate copolymers are marketed by the E.I. duPont Nemours Company underthe Tradename ELVAX® and by the Arco Polymer Division under theTrademark DYLAND® and by the Exxon Corporation of Linden, New Jerseyunder the Trademark DEXXON®. Ethylene/ethyl acrylate copolymers aremarketed by Union Carbide Corporation under the Trademark EEA RESIN®.

The polymer is added to the single screw or twin screw extruder at afeed rate in the range of from about 80 up to about 300 pounds per hourwhile maintaining the temperature of the screw extruder between about160° C. and about 240° C. If the polymer or copolymer powder is added tothe extruder at a reference "barrel segment", then the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcomposition of our invention is added to the extruder under pressuredownstream from the retention point of the polymer at one or more of the"barrel segments" (S-2, S-3, S-5, S-6, S-7, S-8 or S-9) (referring toFIG. 9 briefly described, supra, and described in detail, infra).

The proportion of the appropriate dimethyl substituted oxymethylcyclohexane derivative-containing composition (taken further togetherwith other insect repelling materials, if desired) to resin can varyfrom small but effective amounts on the order of about 1% of the weightof the resin body up to about 45% by weight of the resin body. Ingeneral, it is preferred to use between about 5% up to about 30% basedon the weight of the resin body of insect repellent composition of ourinvention. This is an optimum amount balancing the proportion of theinsect repellent composition of our invention against the time periodover which the article emits the insect repellent composition andagainst the tendency of the components of the insect repellentcomposition to oil out either individually or in combination. This"oiling out" is specifically avoided as a result of the use of thefoaming agent discussed, infra.

Various polymers are useful in the practice of our invention. Specificexamples of polymers useful in the practice of our invention are asfollows:

(a) DYLAN® brand of low density polyethylene, DYLAN® is a trademarkowned by the Atlantic Richfield Company of Los Angeles, Calif.;

(b) DYLITE® (of expandable polystyrene composition, DYLITE® is atrademark of the Atlantic Richfield Company of Los Angeles, Calif.;

(c) SUPER DYLAN® is a trademark of the Atlantic Richfield Company of LosAngeles, Calif.;

(d) blended polyethylene and carbon black as specifically taught in U.S.Letters Pat. No. Letters 4,369,267 issued on Jan. 18, 1983 thespecification for which is incorporated by reference herein;

(e) polystyrene as disclosed in U.S. Letters Pat. No. 4,369,227 issuedon Jan. 18, 1983 the specification for which is incorporated byreference herein;

(f) polyene/α-olefin as exemplified and disclosed in U.S. Letters Pat.No. 4,369,291 the specification for which is incorporated by referenceherein;

(g) poly-α-olefins disclosed in Canadian Letters Patent No. 1,137,069issued on Dec. 7, 1982 the specification for which is incorporated byreference herein;

(h) polymeric compositions as disclosed in Canadian Letters Pat. No.1,137,068 issued on Dec. 7, 1982 the specification for which isincorporated by reference herein;

(i) poly-α-olefins disclosed in Canadian Letters Patent No. 1,137,067the specification for which is incorporated by reference herein;

(j) polyolefins described in Canadian Letters Patent No. 1,137,066 thespecification for which is incorporated by reference herein;

(k) polyethylene oxides as disclosed in Canadian Letters Patent No.1,137,065 issued on Dec. 7, 1982 the specification for which isincorporated by reference herein;

(l) olefin polymers and copolymers as disclosed in Canadian LettersPatent No. 1,139,737 issued on Jan. 18, 1983 the disclosure of which isincorporated by reference herein;

(m) polyolefins disclosed in Canadian Letters Patent No. 1,139,738issued on Jan. 18, 1983 the disclosure of which is incorporated byreference herein;

(n) chlorinated PVC as disclosed in Polymer 1982, 23 (7, Suppl.), pages1051-5, abstracted at Chemical Abstracts, Volume 97:14550y, 1982;

(o) polyepsilon caprolactone copolymers made by means of alcoholinitiated polymerization as disclosed in J.Polym.Sci.Polym.Chem.Ed.1982, 20(2), pages 319-26, abstracted at Chemical Abstracts, Volume96:123625x, 1982;

(p) styrene acrylonitrile copolymers as disclosed in Diss. AbstractsInt. B, 1982, 42(8), page 3346 and abstracted at Chemical Abstracts,Volume 96:143770n, 1982;

(q) copolymers of epsilon caprolactone with 1,4-butane diol as disclosedin Kauch Rezine, 1982, (2), pages 8-9, abstracted at Chemical Abstracts,Volume 96:182506g, 1982;

(r) polyesters as disclosed in U.S. Letters Pat. No. 4,326,010 thespecification for which is incorporated by reference herein;

(s) chlorinated polyethylene as disclosed by Belorgey, et al,J.Polym.Sci.Plym.Ed. 1982, 20(2), pages 191-203;

(t) plasticized polyepsilon caprolactone copolymers containing dimethylphthalate plasticizers as set forth in Japanese Patent No. J81/147844,abstracted at Chemical Abstracts, Volume 96:669984y, 1982, thespecification for which is incorporated by reference herein;

(u) maleic anhydride modified adducts of polyepsilon caprolactonepolyols and ethylenically unsaturated monomer as disclosed in U.S.Letters Pat. No. 4,137,279 issued on Jan. 30, 1979 the specification forwhich is incorporated by reference herein;

(v) polyurethane polymers having lactone backbones as disclosed in U.S.Letters Pat. No. 4,156,067 issued on May 22, 1979 the disclosure ofwhich is incorporated by reference herein;

(w) polyurethane polyether resins wherein the resin is obtained byreacting a polyfunctional lactone with a long chain polyalkylene dioland a urethane precursor as disclosed in U.S. Letters Pat. No. 4,355,550issued on Mar. 10, 1981 the disclosure of which is incorporated byreference herein; and

(x) resins having polyurethane backbones as disclosed in U.S. LettersPat. No. 3,975,350 issued on Aug. 17, 1976 the disclosure of which isincorporated by reference herein.

Examples of poly(epsilon caprolactone) homopolymers as set forth, forexample, in U.S. Letters Pat. No. 4,496,467 are those having thestructures: ##STR41## wherein n represents an integer of from about 500up to about 1,200 with the proviso that the average "n" varies fromabout 600 up to about 800.

Downstream from the addition point of the dimethyl substituted oxymethylcyclohexane derivative-containing compositions of our invention takenalone or taken together with other insect repellent agents and fragrancematerials, optionally, the gaseous liquid containing blowing agent maybe added (e.g., at "barrel segments" S-5, S-6, S-7, S-8, S-9 or S-10)using the polymer addition "barrel segment" as a reference "barrelsegment" S-1. Examples of the gaseous blowing agents are carbon dioxidein proportions of from 1 up to 99% by volume nitrogen and from 99 downto 1% by volume carbon dioxide, helium, mixtures of helium and nitrogen,mixtures of helium and carbon dioxide and other gases which are inert atthe temperature and pressure of the polymer at the time of the extrusionoperation. Thus, gas containing oxygen or other reactive gases, e.g.,hydrogen, should be avoided. The pressure of the gas blowing agent beingadded to the extruder at the point of addition may vary from about 80 toabout 150 psig. Higher pressure may be used without adversely affectingthe usefulness of the foamed insect repellent composition-containingparticle.

The feed rate range of insect repellent compositions which contain butwhich are not limited to the dimethyl substituted oxymethyl cyclohexanederivative-containing compositions of our invention may be between about0.5% up to about 45% by weight of the polymer. It must be emphasized atthis point that the insect repellent composition of our invention whichare the dimethyl substituted oxymethyl cyclohexane derivative-containingcompositions of our invention are in and of themselves aromatizingmaterials. However, the maximum quantity of the combination of otheraromatizing materials and the appropriate dimethyl substituted oxymethylcyclohexane derivative-containing compositions of our invention is 45%.

The dies of the extruder may create rod, sheet, film or ribbon. Theresulting product may then, if desired, be pelletized to form insectrepellent composition-containing polymer particles or the ribbon may beused "as is" as an insect repellent-containing polymeric article ofmanufacture itself.

In addition to the optional gaseous blowing agents (which arenecessarily "inert" gases), blowing agents may be added at the samepoint on the extruder which will create gaseous voids in the insectrepellent-containing polymer articles of our invention and these"blowing agents" are well known to one having ordinary skill in the art.Examples of such non-gaseous containing materials which yield gases onadmixture with the polymer in the extruder but which are still inert tothe insect repellent (or attractant in the event of formulation ofmicroporous polymeric particles containing the compound having thestructure: ##STR42## for use in insect traps as the case may be) are asfollows: (i) under high pressure, ethylene, methane, propane, butane,propylene, methyl chloride, methyl bromide, vinyl chloride and methylenedichloride as more specifically described in U.S. Letters Patent No.2,387,730 the specification for which is incorporated by referenceherein;

(ii) ordinarily liquid material such as n-pentane, isopentane,cyclopentane, hexane and petroleum ether fractions or halogenhydrocarbons such as CFCL₃, CF₂ CL₂, CH₃ Cl, CH₂ Cl₂ separately or inadmixture with one another as set forth in U.S. Letters Pat. No.3,758,425, column 4, lines 1-5 the specification for which isincorporated by reference herein;

(iii) dichlorotetrafluoromethane, tetramethylmethane,monochlorodifluoromethane, dichlorodifluoromethane anddichlorotetrafluoromethane as described in U.S. Letters Pat. Nos.2,948,664 and 2,948,665 issued on Aug. 9, 1990 the specifications forwhich are incorporated by reference herein; and

(iv) azo bis(formamide), diazoaminobenzene; N,N-dinitrosopentamethylenetetramine; N,N-dimethyl, N,N-dinitrosoterephthalamide;p,p'-oxy-bis-(benzene sulfonyl semicarbazide); azabis(isobutyronitrile)p,p'-oxy-bis-(benzene sulfonyl hydrazide);p,p'-diphenyl-bis(sulfonyl hydrazide);

benzene-sulfonyl hydrazide; m-benzene-bis(sulfonyl hydrazide) as morespecifically described in U.S. Letters Pat. No. 3,298,975 issued on Jan.17, 1967 the specification for which is incorporated by referenceherein.

The resulting extruded (and, if desired, pelletized) material may thenbe, for example, injection molded to form a useful article. Suchinjection molding can be carried out in accordance with the procedure asset forth in U.S. Letters Patent No. 3,268,636 issued on Aug. 23, 1966the specification for which is incorporated by reference herein.

In addition, our invention relates to candle body materials which on useare both insect repellent and perfuming which contain the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcompositions of our invention and, if desired, other insect repellentmaterials including, for example, at least one of the compounds havingthe structure: ##STR43## in order to repel houseflies (Musca domesticsL. (Diptera:Muscidae)) and/or the mosquitoes, Aedes aegypti and or theinsect species:

Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp.

and/or the horn fly, Haematobia irritans L.!.

The housefly, horn fly and mosquito-repellent-perfuming compositionswhich form part of the candle body materials are within the followingspecifications:

(i) from 5 up to 100% by weight of an efficacious perfuming/insectrepellent composition containing an appropriate dimethyl substitutedoxymethyl cyclohexane derivative-containing composition of ourinvention; and

(ii) from 0 up to 95% by weight of an additional standard perfumingsubstance (non-insect repellent or insect repellent) which may includebut is not limited to:

1-nonen-3-ol;

1-octen-4-ol;

α-damascone;

β-damascone;

δ-damascone;

trans,trans δ-damascone;

methyl jasmonate;

dihydromethyl jasmonate;

the schiff base of vanillin and methyl anthranilate;

the schiff base of ethyl vanillin and methyl anthranilate;

vanillin; and

ethyl vanillin.

The foregoing formula may require a solubilizing agent, e.g., the methylester of dihydroabietic acid (commercial name: HERCOLYN® D), benzylbenzoate, isopropyl myristate and/or C₁₂ -C₁₄ isoparaffin hydrocarbons.

The candle base composition can be standard paraffin wax, or it can betransparent or pastel shaded as more particularly described in U.S.Letters Pat. No. 3,615,289 issued on Oct. 26, 1971 (the disclosure ofwhich is incorporated by reference herein) and wherein the candle bodycomprises as the basic components a mixture of:

(i) a thermoplastic polyamide resin formed from linoleic acidpolymerized with a polyamine compound;

(ii) an alkanol amide or alkanol amine; and

(iii) a stearic acid compound.

The weight ratio of candle body:insect repellent/perfumant substance orour invention may vary from about 0.8% up to about 10% with a range offrom about 0.8% up to about 2.0% being preferred when no additionalnon-insect repelling perfume oil is used in conjunction with theappropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition of our invention; and with a range offrom about 1.5% up to about 10% by weight of the overall compositionbeing preferred when an additional non-insect repelling perfume oil isused in conjunction with the appropriate dimethyl substituted oxymethylcyclohexane derivative-containing composition of our invention.

Specifically, the polyamide may be a VERSAMID® resin which is athermoplastic condensation product of polymerized linoleic acid withvarious polyamine compounds such as ethylene diamine, ethylene triamineand the like. Specific VERSAMID® compounds are VERSAMID® 900, VERSAMID®930, VERSAMID® 940, VERSAMID® 948, VERSAMID® 950 and VERSAMID® 1635.These compounds are products of the Henkel Chemical Corporation ofMinneapolis, Minn.

Another substance required in the clear candle composition consists ofabout 20-55% by weight of an alkanol amine or alkanol amide prepared bythe reaction of a fatty acid ester and amine whereby the ester and theamine are in substantially equal proportions, for example, compoundssuch as BARLOL® 12C2 (manufactured by the Baroid Chemical Company) amonoalkyl diethanolamine having 8 to 18% carbon atoms in the alkylchain. A third component of the clear plastic candle compositioncomprises one or more stearic acid esters or a mixture of stearic acidesters and stearic acid. These esters include such compounds asisopropyl isostearate, butyl stearate and hexadecyl stearate. Thestearic acid compounds serve as stabilizing agents which permit theready incorporation of the insect repellent/perfumant compositions ofour invention up to a level of approximately 5% (total proportion ofperfume oil-insect repellent composition). They are carriers for theperfumant/insect repellent and may be used in a proportion of between 1and 50% by weight of the composition although the preferable range isbetween 20 to 30%. In this connection, it is possible to use up to about10% by weight of a perfumant/insect repellent if part of the formula isreplaced by the material NEVEX® 100, a product which is acoumarin-indene copolymer resin of very little unsaturation manufacturedby the Neville Chemical Company.

Rather than being a crystalline paraffin wax, the candle base of ourinvention may be an oil gel that has as its base a light mineral oil, aninexpensive natural oil or a combination of such oils which oil gel hasa non-greasy surface and feel and sufficient rigidity to beself-supporting at room temperature. Such a gel is disclosed in U.S.Letters Pat. No. 3,645,705 issued on Feb. 29, 1972 the disclosure ofwhich is incorporated by reference herein. Such compositions of matterinclude:

(a) from about 35% up to about 85% by weight of an oil which is normallyliquid at room temperature chosen from the group consisting of lightmineral oils and natural oils having iodine values substantially withinthe range of 40-135;

(b) from about 7% up to about 40% by weight of a long chain polyamidehaving a molecular weight substantially within the range of 6,000-9,000and a softening point substantially within the range of 18° C.-48° C.;and

(c) from about 7% up to about 30% of alcohol selected from the groupconsisting of 8 to 12 carbon primary alcohols.

The dimethyl substituted oxymethyl cyclohexane derivatives of ourinvention may be in the form of racemic mixtures or they may be in theform of sterioisomers. Thus, for example, representations of suchsterioisomers are representations having the following structures:##STR44## wherein R₁ is methyl or ethyl and R₂ is hydrogen or methyl.

DETAILED DESCRIPTION OF THE DRAWINGS

The data set forth in FIGS. 1A, 1B, 2A, 2B, 3, 4, 5, 6, 7, 8, 8A, 8B,8C, 22 and 23 were determined using the olfactometer of FIG. 10 and theinsect trap of FIG. 21.

Referring to the olfactometer of FIG. 10, said olfactometer is describedin detail in U.S. Letters Pat. No. 5,118,711 issued on Jun. 2, 1992 thespecification for which is incorporated by reference herein.

Referring to FIG. 10, air supply source 3634 provides air to mixingstation 3636 wherein the air is mixed with treatment agent fromtreatment agent source 3635 (source of, for example, the repellentcomposition which is an appropriate dimethyl substituted oxymethylcyclohexane derivative-containing composition). The resulting mixturepasses through the tube 3636q and enters the apparatus through the sideportals. The entry is through a spacer plate and above base plate 3625.The entry of the air-treatment agent is in a direction parallel to thesurface of base plate 3625. Thus, the base plate 3625 is separated fromspacer plate 3629 for the air-treatment agent (e.g., the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcomposition of our invention).

Air exits through line 3533a using exhaust fan 3633. The air exit isindicated by reference numeral 3537.

Simultaneously, with the supplying of air and treatment agent frommixing station 3636, light is supplied from beneath the enclosed insectfeeding and/or stimulating means through light guides 3652 from lightsource 3551 which is powered by electric power supply 3550 marketed byRADIO SHACK®, Division of Tandy Corporation of Forth Worth, Tex. 76102under the Trademark ARCHER®, Catalog No. 276-228 ("1.0 mm opticalplastic fiber length 5 meter"). An example of light source 3551 isKRATOS® Monochromator Illuminator GM 100 Miniature VIS-IR GratingMonochromator (Model No. GM 100-1, GM 100-2, GM 100-3 or GM 100-4) asmanufactured by KRATOS® Analytical Instruments Corporation, 170 WilliamsDrive, Ramsey, N.J. 07446. Another light supply source is the KRATOS® GM200 Double Grating Monochromator. Another example of a useful lightsource is the KRATOS® GM 252 High Intensity Grating Monochromator. Thebase plate 3625 is also separated from the spacer plate 3629 for thelight guides 3652 whereby the light guides 3652 are held in place in thebase plate 3625 whereby the light (or other forms of radiation) isdirected in a direction perpendicular to the electrical sensor element3610. Air supply source from location 3634 and treatment agent fromlocation 3635 is mixed at mixing station 3636 whereupon treatment agentand air in admixture is passed through lines 3636a and 3636g throughportals located in the spacer element 3628 in a direction along adirectional vector parallel to the electrical sensing element 3610 heldin place by holders 3610a and 3610b. The electrical sensing elements arelocated directly below the horizontally positioned insect feeding and/orstimulating microporous substantially planar lamina 3670 which is heldin place by ring 3660 located on spacer plate 3629 spaced from the baseplate 3625 by spacer ring 3628. It should be noted that the spacer plate3629, spacer ring 3628 and base plate 3625 enclose the entire "enclosedinsect feeding and/or stimulating means" which have controlled limitedaccess to the external environment surrounding the apparatus and inwhich the insects to be tested, e.g., mosquitoes, horn flies orhouseflies, are placed.

The insect attractant quantitative detecting means made up of wires 3699(the entire grid being denoted using reference numeral 3610) is locatedimmediately beneath the porous membrane 3670, the outer surface of whichcontains a feeding stimulant composition or stimulant composition forinsects (for example, agar). Immersed in the feeding stimulatecomposition or stimulant composition for insects (e.g., agar) iselectrode 3679 connected to wire 3619 which connects with either wire3619a or 3619b which is connected to the grid wires 3699 (which make upthe insect attractant quantitative detecting means located immediatelybelow lamina 3670).

As stated, supra; the sensor causes an electrical impulse caused by thepressure of the insects landing to proceed through wires 3619a and 3619bto an electrically biased differential amplifier 3639 (using electricalpower supply 3539) also connected to wire 3619c which is connected tothe electrode 3679 which is immersed in the feeding stimulantcomposition or stimulant for the insect and then to a multi-channel A.C.converter 3523. Converter 3523 is associated with program tape storage3524, printer 3520 and data link to digital computer 3521. Differentialamplifier 3639 is connected in series to electrical bias for pseudo host3669 which in turn is connected to wire 3619 which in turn is connectedto the electrode 3679 immersed in the insect stimulant compositionlocated on the surface of porous lamina 3670.

Referring to the testing apparatus, the semiochemical field trap 1000for blood feeding arthropods, field trap 1000 is located in athree-space with axes perpendicular to one another. The semiochemicalfield trap 1000 is shown in perspective view in FIG. 21 comprising:

(1) an upright, vertically disposed housing;

(2) extending outwardly from the housing a plurality of horizontallydisposed hollow housings 116a and 116b which have contained thereininsect sticky traps;

(3) air 138 and/or carbon dioxide supply means 134 and 136 for supplyingair and/or carbon dioxide into the vertical hollow housing and thenthrough the plurality of horizontally disposed hollow housings 116a and116b; and

(4) at least one power supply means for energizing radiation meanslocated on the vertical hollow housing

whereby on engagement of the power supply means with the radiation meansand operation of the air 138 and/or carbon dioxide supply means 134 and136, arthropods in the vicinity of the trap are attracted by theactivated radiation means and the gas emanating from the horizontallydisposed hollow housing 116a to a location so close to the trap 1000that in the event that an attracting semiochemical located in thehousings of 116a and 116b is detected by at least one of the arthropods,at least one of the arthropods will enter the inner void of thehorizontally disposed hollow housings 116a and 116b counter current thegas stream emanating therefrom and remain permanently entrapped therein.

The semiochemical field trap 1000 of FIG. 21 is disclosed in detail inU.S. Letters Pat. No. 5,228,233 issued on Jul. 20, 1993, thespecification for which is incorporated by reference herein.

FIG. 1A is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, ISOCYCLOGERANIOL having thestructure: ##STR45## and FLORALOL having the structure: ##STR46## withrespect to the attractiveness or repellency of the mosquito, Aedesaegypti. The graph indicated by reference numeral 150a is for air. Thegraph indicated by reference numeral 145a is for ISOCYCLOGERANIOL. Thegraph indicated by reference numeral 176a is for FLORALOL. The "X" axisalong which the particular materials are measured insofar as theirattractiveness or repellency is concerned is indicated by referencenumeral 107. The number of insects collected per interval is indicatedon the "Y" axis and the "Y" axis is indicated by reference numeral 100.The results are tabulated in Table I(A) as follows:

                  TABLE I(A)                                                      ______________________________________                                        Composition                                                                   Tested  Graph No. Inseats Collected per Interval                              ______________________________________                                        ISOCYCLO-                                                                             145a      4      1    0    0    0    3                                GERANIOL                                                                      Air     150a      555    512  552  552  574  494                              FLORALOL                                                                              176a      3      1    0    0    0    0                                ______________________________________                                    

FIG. 1B is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of air, ISOCYLCOGERANIOL and FLORALOL withreference to attractiveness or repellency for Aedes aegypti. The graphsare based on experiments run for a period of six hours with sixintervals of one hour each. The graph indicated by reference numeral145b is for ISOCYLCOGERANIOL. The graph indicated by reference numeral150b is for air. The graph indicated by reference numeral 176b is forFLORALOL. The results are tabulated in Table I(B) as follows:

                  TABLE I(B)                                                      ______________________________________                                        Composition                                                                   Tested  Graph No. Insects Collected per Interval                              ______________________________________                                        ISOCYCLO-                                                                             145b      3      0    2    5    4    0                                GERANIOL                                                                      Air     150b      494    547  580  566  559  533                              FLORALOL                                                                              176b      0      5    1    4    2    0                                ______________________________________                                    

FIG. 2A is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air;

(ii) ISOCYLCOGERANIOL having the structure: ##STR47## (iii) FLORALATEhaving the structure: ##STR48## (iv) DIHYDROFLORALOL having thestructure: ##STR49## The test data is for the mosquitoes, Aedes aegypti.The graphs are based on experiments run for a period of one hour withsix intervals of ten minutes each. The graph indicated by referencenumeral 200a is for air. The graph indicated by reference numeral 205ais for ISOCYCLOGERANIOL. The graph indicated by reference numeral 203ais for FLORALATE. The graph indicated by reference numeral 202a is forDIHYDROFLORALOL. The results are tabulated in Table II(A) as follows:

                  TABLE II(A)                                                     ______________________________________                                        Composition                                                                   Tested   Graph No.                                                                              Insects Collected per Interval                              ______________________________________                                        Air      200a     393    494  570  554  584  578                              ISOCYCLO-                                                                              205a     0      0    0    0    0    0                                GERANIOL                                                                      FLORALATE                                                                              203a     1      22   0    24   7    27                               DIHYDRO- 202a     0      0    0    0    0    0                                FLORALOL                                                                      ______________________________________                                    

FIG. 2B is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air;

(ii) ISOCYLCOGERANIOL having the structure: ##STR50## (iii) FLORALATEhaving the structure: ##STR51## (iv) DIHYDROFLORALOL having thestructure: ##STR52## The graphs are based on experiments run for aperiod of 18 hours with six intervals of 3 hours each using as theinsect to be tested the mosquito, Aedes aegypti. The graph indicated byreference numeral 200b is for air. The graph indicated by referencenumeral 205b is for ISOCYCLOGERANIOL. The graph indicated by referencenumeral 203b is for FLORALATE. The graph indicated by reference numeral202b is for DIHYDROFLORALOL. The results are tabulated in Table II(B) asfollows:

                  TABLE II(B)                                                     ______________________________________                                        Composition                                                                   Tested   Graph No.                                                                              Insects Collected per Interval                              ______________________________________                                        Air      200b     4,472  3,833                                                                              5,026                                                                              4,108                                                                              716  0                                ISOCYCLO-                                                                              205b     7      6    50   134  0    0                                GERANIOL                                                                      FLORALATE                                                                              203b     19     7    0    0    0    0                                DIHYDRO- 202b     1      2    0    1    0    0                                FLORALOL                                                                      ______________________________________                                    

FIG. 3 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air; and

(ii) DIHYDROFLORALOL having the structure: ##STR53## The graphs arebased on experiments run for a period of one hour with six intervals often minutes each using as the insect to be tested the horn fly(Haematobia irritans L.!). The graph indicated by reference numeral 300is for air. The graph indicated by reference numeral 302 is forDIHYDROFLORALOL. The results are tabulated in Table III as follows:

                  TABLE III                                                       ______________________________________                                        Composition                                                                   Tested  Graph No. Insects Collected per Interval                              ______________________________________                                        Air     300       171    302  257  260  281  164                              DIHYDRO-                                                                              302        22     3    23   1    0    1                               FLORALOL                                                                      ______________________________________                                    

FIG. 4 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air;

(ii) ISOCYLCOGERANIOL having the structure: ##STR54## (iii) FLORALATEhaving the structure: ##STR55## (iv) FLORALOL having the structure:##STR56##

The graphs are based on experiments run for a period of one hour withsix intervals of ten minutes each using as the insect to be tested thehorn fly (Haematobia irritans L.!). The graph indicated by referencenumeral 400 is for air. The graph indicated by reference numeral 445 isfor ISOCYCLOGERANIOL. The graph indicated by reference numeral 443 isfor FLORALATE. The graph indicated by reference numeral 426 is forFLORALOL. The results are tabulated in Table IV as follows:

                  TABLE IV                                                        ______________________________________                                        Composition                                                                   Tested   Graph No. Insects Collected per Interval                             ______________________________________                                        Air      400       170    198  304  339  229  346                             ISOCYCLO-                                                                              445       0      0    0    0    0    0                               GERANIOL                                                                      FLORALATE                                                                              443       1      5    0    0    1    0                               FLORALOL 426       0      0    0    0    0    0                               ______________________________________                                    

FIG. 5 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air;

(ii) CAMEKOL DH having the structure: ##STR57## (iii) FLORALOL havingthe structure: ##STR58## (iv) DIHYDROFLORALOL having the structure:##STR59##

The graphs are based on experiments run for a period of one hour withsix intervals of ten minutes each using as the insect to be tested thehorn fly (Haematobia irritans L.!).

The graph indicated by reference numeral 500 is for air. The graphindicated by reference numeral 536 is for CAMEKOL DH. The graphindicated by reference numeral 526 is for FLORALOL. The graph indicatedby reference numeral 542 is for DIHYDROFLORALOL. The results aretabulated in Table V as follows:

                  TABLE V                                                         ______________________________________                                        Composition Tested                                                                         Graph No. Insects Collected per Interval                         ______________________________________                                        Air          500       1     5   73  170  43  8                               CAMEKOL DH   536       1     1   0   0    1   0                               FLORALOL     526       4     1   1   0    0   0                               DIHYDROFLORALOL                                                                            542       0     6   0   1    0   0                               ______________________________________                                    

FIG. 6 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air;

(ii) FLORALATE having the structure: ##STR60## (iii) DIHYDROFLORALOLhaving the structure: ##STR61##

The graphs are based on experiments run for a period of one hour withsix intervals of ten minutes each using as the insect to be tested thehorn fly (Haematobia irritans L.!). The graph indicated by referencenumeral 600 is for air. The graph indicated by reference numeral 643 isfor FLORALATE. The graph indicated by reference numeral 642 is forDIHYDROFLORALOL. The results are tabulated in Table VI as follows:

                  TABLE VI                                                        ______________________________________                                        Composition Tested                                                                         Graph No. Insects Collected per Interval                         ______________________________________                                        Air          600       0     62   1   1   1   19                              FLORALATE    643       0      3   0   0   0    2                              DIHYDROFLORALOL                                                                            642       0      6   3   0   2    7                              ______________________________________                                    

FIG. 7 is a series of graphs depicted in three dimensions (in arectangular mode for the "X" and "Y" axes) showing the relativeattractiveness or repellency of the materials:

(i) air; and

(ii) FLORALOL having the structure: ##STR62##

The graphs are based on experiments run for a period of one hour withsix intervals of ten minutes each using as the insect to be tested thehousefly, Musca domestica L. (Diptera:Muscidae). The graph indicated byreference numeral 700 is for air. The graph indicated by referencenumeral 726 is for FLORALOL. The results are tabulated in Table VII asfollows:

                  TABLE VII                                                       ______________________________________                                        Composition Tested                                                                       Graph No. Insects Collected per Interval                           ______________________________________                                        Air        700       172    17   0   2    0   0                               FLORALOL   726        2      8   0   3    0   0                               ______________________________________                                    

FIG. 8A is a graph showing the mean number of mosquitoes collected (onthe "Y" axis) versus the treatment substance (on the "X" axis) using thefield trap of FIG. 21 having six ports and three infrared light emittingdiodes and using the following materials:

(i) a 50:50 mole:mole mixture of air and carbon dioxide with the feedrate of carbon dioxide being 2.7 gram moles per hour;

(ii) CAMEKOL DH having the structure: ##STR63## (iii) ISOCYCLOGERANIOLhaving the structure: ##STR64##

The bar graph showing the mean number of insects collected using themixture of air and carbon dioxide is indicated by reference numeral8000a. The bar graph indicating the mean number of mosquitoes collectedusing CAMEKOL DH is indicated by reference numeral 8036a. The bar graphusing ISOCYCLOGERANIOL is indicated by reference numeral 8045a.

FIG. 8B is a series of bar graphs showing the mean number of mosquitoescollected on the "Y" axis versus the treatment substance on the "X" axisusing the semiochemical field trap of FIG. 21 having six ports withthree infrared light emitting diodes. The substances used are:

(i) a 50:50 mole:mole mixture of air and carbon dioxide with the feedrate of carbon dioxide being 2.7 gram moles per hour;

(ii) DIHYDROFLORALOL having the structure: ##STR65## (iii)ISOCYCLOGERANIOL having the structure: ##STR66## (iv) ISOCYCLOGERANIOLmethyl carbonate having the structure: ##STR67## (v) ISOCYCLOGERANIOLethyl carbonate having the structure: ##STR68##

The bar graph showing the mean number of mosquitoes collected using themixture of air and carbon dioxide is indicated by reference numeral8000b. The bar graph using DIHYDROFLORALOL is indicated by referencenumeral 8042b. The bar graph showing the results using ISOCYCLOGERANIOLis indicated by reference numeral 8045b. The bar graph showing theresults when using ISOCYCLOGERANIOL methyl carbonate is indicated byreference numeral 8003b. The bar graph showing the results usingISOCYCLOGERANIOL ethyl carbonate is indicated by reference numeral8004b.

FIG. 8C is a series of bar graphs indicating the mean number ofmosquitoes trapped on the "Y" axis versus the treatment substance on the"X" axis using a semiochemical field trap as illustrated in FIG. 21having six ports with three infrared light emitting diodes using thefollowing substances:

(i) a mixture of air and carbon dioxide in a mole ratio of 50:50 at arate of carbon dioxide of 2.7 gram moles per hour;

(ii) FLORALOL having the structure: ##STR69## (iii) FLORALATE having thestructure: ##STR70##

The bar graph showing the results using the mixture of air and carbondioxide is indicated by reference numeral 8000c. The bar graph showingthe results using FLORALOL is indicated by reference numeral 8026c. Thebar graph showing the results using FLORALATE is indicated by referencenumeral 8043c.

In each of the experiments, the results for which are shown in FIGS. 8A,8B and 8C, the following insects were shown to be either repelled orattracted:

Culex nigripalpus;

Aedes atlanticus;

Culex salinarius;

Aedes vexans;

Culex spp.;

Simulium spp.;

Psoroferia ferox;

Aedes infirmatus;

Drosophila melanogaster;

Coccinellidae;

Anopheles crucians;

Psoroferia columbiae;

Culicoides spp.; and

Aedes spp.

In referring to the,extruder of FIG. 9, polymer 12 and 13 is admixed invessel 14 and added at barrel segment S-1 of barrel 16 to the extruderwhich is powered by motor 15 held in place by bracket 23A.Simultaneously, into barrel segment S-6 (one of segments 18a, 18b, 18cor 18d) is added the insect repellent which is one or more of thedimethyl substituted oxymethyl cyclohexane derivative-containingcompositions of our invention previously held in container 17. Therepellent/perfumant mixture is pumped through pump 23 into barrelsegment 18c/S-6. Simultaneously, foaming agent is added from vessel 19into barrel segment S-8 from barrel segment S-10, a foamed towcontaining polymer having imbedded therein insect repellent/perfume ispassed through cooling bath 20 and the cooled tow 22 is then passed intomascerating machine 21 wherein the tow is chopped into particles andheld in container 21a for future use, e.g., for use in conjunction withthe manufacture of the insect repellent soap or detergent bars describedin detail, infra.

Referring to FIGS. 11-20, inclusive, a preferred embodiment of ourinvention comprises an ellipsoidally-shaped detergent tablet 830. Apreferred embodiment of our invention comprises an ellipsoidally-shapeddetergent tablet 830 containing a solid plastic core 832 which can befabricated from, for example, polyethylene, polypropylene, nylon, abiodegradable polymer such as poly(epsilon caprolactone) or any polymercapable of having therein microvoids from which an insectrepelling/perfuming substance, e.g., at least on of the appropriatedimethyl substituted oxymethyl cyclohexane derivative-containingcompositions of our invention will be controllably transported from theplastic core into and through the soap cake over a reasonable period oftime during the use of the soap cake. Such polymers can be microporouspolymers, such as those described in U.S. Letters Pat. No. 4,247,498issued on Jan. 27, 1981 the specification for which is incorporatedherein by reference. Surrounding the central plastic core containinginsect repellent 832, is detergent 830' which is in the solid phase atambient conditions, e.g., room temperature and atmospheric pressure.Examples of workable detergents 830' are "elastic" detergents such asthose described in U.S. Letters Pat. No. 4,181,632 issued on Jan. 1,1980 the disclosure of which is incorporated herein by reference, or"transparent" soaps such as those set forth in U.S. Letters Pat. No.4,165,293 issued on Aug. 21, 1979 the disclosure of which isincorporated herein by reference. Other examples of the detergent 830'useful in our invention are those set forth as "variegated soaps" inCanadian Letters Pat. No. 1,101,165 issued on May 19, 1981.

On use of the soap tablet 830 or detergent bar, the insect repellentagent originally located in plastic core 832 is transported at a steadystate from core 832 through core surface 831 through the detergent 830'and finally through the surface of the detergent bar at, for example,833, 834, 835 and 836.

The detergent bar or tablet 830 of our invention may be of any geometricshape, for example, a rectangular parallelepiped tablet as shown inFIGS. 15, 16 and 17 containing solid plastic core 839. The insectrepellent located in solid plastic core 839 on use of the detergent barpasses through at steady state, surface 837 of FIG. 16, detergent 838and finally surface 839 at, for example, locations 840, 841, 842 and843. The environment surrounding the detergent bar on use thereof isthen treated with the insect repellent at 843, 844 and 845, for example.Optionally, aromatizing agent can also be contained in the detergent bar(if desired) and so the environment surrounding the detergent bar on usethereof would also be aesthetically aromatized at 843, 844 and 845, forexample, if the appropriate dimethyl substituted oxymethyl cyclohexanederivative-containing composition of our invention is insufficient forsuch aromatization. In certain instances, such appropriate dimethylsubstituted oxymethyl cyclohexane derivative-containing compositions areindeed sufficient for such aromatization.

As is shown in FIGS. 18, 19 and 20, the plastic core of the detergenttablet 830 may have a single finite void at its center 851 (of FIGS. 19and 20) in which the insect repellent agent and, optionally, anyadditional aromatizing agents are contained. The plastic core is a shell848 having outer surface 852 (shown in FIGS. 19 and 20). The insectrepellent agent (and, optionally, any additional aromatizing agent)contained in the void in the plastic core permeates through shell 848,past surface 852 at a steady state, through the detergent 847 and to theenvironment at, for example, 856, 857, 858 and 859.

In addition to the insect repellent contained in the core, e.g., core839 or core void, the core can also contain other materials fortherapeutic use, for example, bacteriastats, deodorizing agents and thelike which are compatible with appropriate dimethyl substitutedoxymethyl cyclohexane derivative-containing compositions of ourinvention. In the alternative, the plastic core of the detergent tabletof FIGS. 18, 19 and 20 may have an empty single finite void at itscenter 851 with the insect repellent contained in the shell 848.

At the end of the use of the detergent tablet, the hollow core or thesolid core can be used as an insect imparting and aroma imparting or airfreshener household article. In addition, depending on the ratio of thevolume of the void 851 to the solid part of the detergent tablet ofFIGS. 18, 19 and 20, the detergent tablet of FIGS. 18, 19 and 20 can beso fabricated that it will float on the surface of the liquid in whichit is being used and this physical attribute has certain obviousadvantages.

FIG. 22 is a series of bar graphs showing the feeding contact for a meanfeeding for a mean feeding contact for a mean one hour feeding contactperiod of time using the olfactometer apparatus of FIG. 10. The numberof feeding contacts are set forth on the "Y" axis and the treatmentsubstance is set forth on the "X" axis. The bar graph indicated byreference numeral 2200 is for air and shows the results using said air.The bar graph indicated by reference numeral 2243 shows the resultsusing FLORALATE having the structure: ##STR71##

The bar graph indicated by reference numeral 2244 shows the resultsusing geranial having the structure: ##STR72##

FIG. 23 is a series of bar graphs showing on the "Y" axis the mean 2-6hour number of feeding contacts for the mosquitoes, Aedes aegypti, usingthe olfactometer of FIG. 10 versus the treatment substance on the "X"axis. The graph indicated by reference numeral 2300 is the graph showingthe results using air. The graph indicated by reference numeral 2343 isthe bar graph showing the results using FLORALATE having the structure:##STR73##

The graph indicated by reference number 2344 is the bar graph showingthe results of this experiment using geranial having the structure:##STR74##

The apparatus of FIG. 10 is disclosed in detail in U.S. Letters Pat. No.5,134,892 the specification for which is incorporated herein byreference.

The following examples are illustrative and the instant PatentApplication is intended to be restricted only to the scope of the claimsand not to the examples.

EXAMPLE I

A transparent candle base mixture is produced by intimately admixing thefollowing ingredients:

    ______________________________________                                        Ingredients     Parts by weight                                               ______________________________________                                        VERSAMID ® 1635                                                                           34.0                                                          Barlol 12C2     51.0                                                          Butyl Stearate  3.5                                                           NEVEX ® 100 5.0                                                           SPAN ®      1.5                                                           Isopropyl Istostearate                                                                        4.0                                                           Isopropyl Myristate                                                                           4.0                                                           ______________________________________                                    

The foregoing mixture is placed in an autoclave and intimately admixedwith 22% by weight of the entire mixture of a perfuming-insect repellentcomposition containing the following ingredients:

    ______________________________________                                        Ingredients           Parts by Weight                                         ______________________________________                                        ISOCYCLOGERANIOL having the structure:                                         ##STR75##            25                                                      FLORALATE having the structure:                                                ##STR76##            25                                                      Geranial having the structure:                                                 ##STR77##            25                                                      CAMEKOL DH having the structure:                                               ##STR78##            25                                                      ______________________________________                                    

The autoclave is sealed and heated to 180° C. under 25 atmospherespressure and maintained with vigorous shaking for a period of 5 hours.At the end of the 5 hour period, the autoclave is depressurized (beingunder a nitrogen pressure atmosphere) and the autoclave is opened andthe contents are then poured into cylindrical candle molds 4" in heightand 2" in diameter containing 0.125" wicks. The resulting candles haveefficacious Aedes aegypti, Aedes albopictus and Musca domestics L.repellencies and have aesthetically pleasing aromas on use.

The candles are effective in preventing houseflies and the mosquitospecies Aedes aegypti and Aedes albopictus from entering a room in whichfour candles have been burning for 15 minutes, the said room havingdimensions of 6'×15'×15' and having a 2'×2' open portal adjacent to ahousefly and mosquito-infested region in the month of Aug. 1992 in thetemperate zone of Highlands, N.J. adjacent Raritan Bay.

EXAMPLE II

A study was conducted to evaluate the efficacy of candles which aredesignated as "A", "B" and "C" in repelling houseflies (Musca domesticaL. (Diptera:Muscidae)) and the mosquito species Aedes aegypti and Aedesalbopictus.

Candle "A" contained 95% paraffin wax and 5% of ISOCYCLOGERANIOL ethylcarbonate having the structure: ##STR79##

Candle "B" contained 90% paraffin wax and 10% citronella oil.

Candle "C" contained only paraffin wax.

The candles are allowed to burn for 20 minutes and the number ofhouseflies (Musca domestica L. (Diptera:Muscidae)) and mosquitoes (Aedesaegypti and Aedes albopictus) repelled is recorded for the next 60minutes with the following equipment and procedure:

MATERIALS Test Chamber

The evaluation was conducted in a 28.3 cubic meter chamber with airingports. A screened cage measuring 15 cm×15 cm×47.5 cm was attached insidean upper airing port, and a screened repellency observation cagemeasuring 15 cm×15 cm×32.5 cm was attached outside the upper airingport. The two cages were held together by a Masonite plate which fitfirmly in the airing port. A 4 cm hole located in the center of eachMasonite plate provided an escape for the test insects. A barrier wasused to close the hole.

Attractant

A caged grey mouse was used as an attractant and was placed inside thechamber in the larger section of the repellency cage.

Test Insects

(i) Adult houseflies (Musca domestica L. (Diptera:Muscidae));

(ii) Aedes aegypti mosquitoes; and

(iii) Aedes albopictus mosquitoes are test insects.

PROCEDURE

For each replicate, 75 to 100 adult houseflies (Musca domestica L.(Diptera:Muscidae)), 75 to 100 Aedes aegypti mosquitoes and 75 to 100Aedes albopictus mosquitoes were removed from the rearing cage by meansof a vacuum aspirator and transferred by carbon dioxide anesthesia tothe inner cage containing the grey mouse. The assembled cage was placedin one of the upper ventilation ports of the chamber. For eachexperimental situation, the test insects were transferred to a cleancage containing the mouse. A candle containing the insect repellentsubstance to be tested was placed centrally on the chamber floor andburned for 20 minutes before initiating the repellency counts. Themaximum period for the repellency counts was 60 minutes. The firstrepellency count was made at 10 minutes after the burning ended andsubsequent counts were taken at 5-minute intervals thereafter. Thenumber of houseflies (Musca domestica L. (Diptera:Muscidae)), Aedesaegypti mosquitoes and Aedes albopictus mosquitoes repelled were thoseescaping to the outside cage. For the control, counts were made in asimilar manner, but no candle was burned.

The same three candles were used for all four replicates. Betweenreplicates, the chamber was exhausted, the Kraft paper flooring for thechamber was replaced and the two screened repellency cages weresubmerged in hot detergent water, rinsed and dried.

RESULTS

The overall average percent of houseflies (Musca domestica L.(Diptera:Muscidae)), Aedes aegypti mosquitoes and Aedes albopictusmosquitoes repelled for each candle for 60 minutes was as follows:

Candle "A"--98%;

Candle "B"--52%; and

Candle "C"--12%.

The repellency against the three species:

Musca domestics L. (Diptera:Muscidae);

Aedes aegypti; and

Aedes albopictus

were equivalent in this test.

What is claimed is:
 1. A method of repelling at least one member of the insect species: Musca domestics L. (Diptera:Muscidae), Aedes aegypti, Culex nigripalpus; Aedes atlanticus; Culex salinarius; Aedes vexans; Culex spp.; Simulium spp.; Psoroferia ferox; Aedes infirmatus; Drosophila melanogaster; Coccinellidae; Anopheles crucians; Psoroferia columbiae; Culicoides spp.; Aedes spp, and/or Haematobia irritans , and/or Aedes albopictus for a finite period of time from a three-dimensional space inhabited by said insect species member consisting essentially of the step of exposing said three-dimensional space to an effective insect species member-repelling concentration and quantity of the compound having the structure: ##STR80##
 2. The method of claim 1 wherein the insect repelling substance is contained in a polymer matrix.
 3. The method of claim 2 wherein the polymer matrix comprises a biodegradable polymer.
 4. The method of claim 3 wherein the biodegradable polymer is a polycaprolactone polymer or a polyurethane polymer.
 5. The method of claim 1 wherein the insect-repelling composition is initially admixed with a soap base; the resulting mixture is formulated into a soap article; and the resulting soap article is used in a washing machine in a washing procedure.
 6. The method of claim 5 wherein the polymer matrix containing the insect repellant-containing composition is formed into a core and the core is surrounded with a soap base; and the resulting article is applied in a washing procedure to a person thereby causing insects to be repelled from said person immediately after said washing procedure is carried out. 